2011
DOI: 10.1016/j.tet.2011.09.043
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Palladium on carbon-catalyzed solvent-free and solid-phase hydrogenation and Suzuki–Miyaura reaction

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Cited by 42 publications
(23 citation statements)
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“…Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reaction [1][2][3][4][5][6][7][8][9][10][11][12] of aryl halides and arylbolonic acid derivatives is one of the most reliable and useful synthetic methods for constructing biaryl derivatives as fundamental skeletons of various biologically active compounds [2,4,6], pharmaceuticals [2,4] and functional materials [5,6]. Various heterogeneous catalysts, including heterogeneous Pd catalysts, have been developed from the perspective of sustainability and process chemistry based on their advantages, such as recoverability, reusability and low residual metal property .…”
Section: Introductionmentioning
confidence: 99%
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“…Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reaction [1][2][3][4][5][6][7][8][9][10][11][12] of aryl halides and arylbolonic acid derivatives is one of the most reliable and useful synthetic methods for constructing biaryl derivatives as fundamental skeletons of various biologically active compounds [2,4,6], pharmaceuticals [2,4] and functional materials [5,6]. Various heterogeneous catalysts, including heterogeneous Pd catalysts, have been developed from the perspective of sustainability and process chemistry based on their advantages, such as recoverability, reusability and low residual metal property .…”
Section: Introductionmentioning
confidence: 99%
“…Various heterogeneous catalysts, including heterogeneous Pd catalysts, have been developed from the perspective of sustainability and process chemistry based on their advantages, such as recoverability, reusability and low residual metal property . Heterogeneous Pd-catalyzed ligand-free Suzuki-Miyaura coupling reactions have attracted attention as environmentally friendly, metal-contamination-free (or low) and cost-effective methods over the past couple of decades [7][8][9][10][11][12][17][18][19]. Particularly, aryl chlorides, which are easily available and less expensive organic compounds in comparison with aryl iodides and bromides, are preferred substrates for the Suzuki-Miyaura coupling reaction, although special ingenuity is necessary for the effective activation of the low-reactive carbon-chloride bond.…”
Section: Introductionmentioning
confidence: 99%
“…Often, the products of solid state reactions may be different from those obtained by reactions in the presence of solvent, due to specific spatial orientation or packing of the reacting molecules in the crystalline state. The interaction of reactants is obtained by simple mixing of the components, allowed to stay at room temperature or heated carefully in an oil bath or exposed to appropriate radiation until the reaction is complete [ 3 , 4 ].…”
Section: Introductionmentioning
confidence: 99%
“…2 We previously reported a palladium carbon (Pd/C) catalyzed solvent free hydrogenation (solid solid gas phase hydrogenation) in which a solid reducible substrate and hydrogen gas directly react at room temperature. 3 Applying this reaction, we also developed a solid solid solid solid phase ligand free Suzuki Miyaura coupling reaction simply by mixing solid aromatic halide, aromatic boronic acid, sodium carbonate, and Pd/C at 100 . 3 Based on this background, we became interested in mechanochemical reactions that proceed without a solvent, and began research on solvent free reactions using a stainless steel (SUS 304) planetary ball mill.…”
mentioning
confidence: 99%
“…3 Applying this reaction, we also developed a solid solid solid solid phase ligand free Suzuki Miyaura coupling reaction simply by mixing solid aromatic halide, aromatic boronic acid, sodium carbonate, and Pd/C at 100 . 3 Based on this background, we became interested in mechanochemical reactions that proceed without a solvent, and began research on solvent free reactions using a stainless steel (SUS 304) planetary ball mill. As a result, ef cient hydrogen generation methods from water and organic solvents mediated by the mechano energy and constituent metals of SUS304 have been developed, and hydrogen produced in the ball mill container can be directly xed to other organic compounds (hydrogenation).…”
mentioning
confidence: 99%